4-Methylmorpholine → HCID 10225785、化合物

HRID 1069014ノート

反応式

HRID 1069014 の反応式
[CH3:1][S:2][S:3][CH2:4][CH2:5][C:6]([OH:8])=O.ClC(OCC(C)C)=O.CN1CCOCC1.[NH2:24][C:25]1[CH:26]=[C:27]2[C:32](=[CH:33][CH:34]=1)[N:31]=[CH:30][N:29]=[C:28]2[NH:35][C:36]1[CH:41]=[CH:40][CH:39]=[C:38]([Br:42])[CH:37]=1>O1CCCC1.C(Cl)Cl.CO>[Br:42][C:38]1[CH:37]=[C:36]([NH:35][C:28]2[C:27]3[C:32](=[CH:33][CH:34]=[C:25]([NH:24][C:6](=[O:8])[CH2:5][CH2:4][S:3][S:2][CH3:1])[CH:26]=3)[N:31]=[CH:30][N:29]=2)[CH:41]=[CH:40][CH:39]=1

参加物

8

反応物 4

HCID 79724-MethylmorpholineHCID 62365Isobutyl chloroformateHCID 5328042N4-(3-Bromophenyl)quinazoline-4,6-diamineHCID 9877428Propanoic acid, 3-(Methyldithio)-

生成物 1

HCID 10225785HCID 10225785、化合物収率 20%

試薬・触媒・溶媒 3

HCID 887Methanol溶媒HCID 6344Dichloromethane溶媒HCID 8028Tetrahydrofuran溶媒

反応条件

温度
0 °C

実験手順

A solution of 1.5 grams of disulfide acid from Example 70 in 30 mL of tetrahydrofuran was cooled in an ice bath. A 1.28 mL portion of isobutyl chloroformate followed by a 1.08 mL portion of N-methyl morpholine were added. After stirring for 5 minutes at 0° C., 0.77 grams of 6-amino 4-(3-bromoanilino)quinazoline was added. The mixture was stirred for 3 hours at 0° C. and then allowed to warm to room temperature. The reaction was quenched with water and the tetrahydrofuran was evaporated under vacuum. Addition of methylene chloride followed by washing the methylene chloride layer with water and evaporation of the solvent gave a crude product. Silica gel chromatography with methanol in methylene chloride gave 0.22 grams light yellow solid of product.

後処理

  1. additionwere added
  2. stirringThe mixture was stirred for 3 hours at 0° C.
  3. temperatureto warm to room temperature
  4. customThe reaction was quenched with water
  5. customthe tetrahydrofuran was evaporated under vacuum
  6. additionAddition of methylene chloride
  7. washby washing the methylene chloride layer
  8. customwith water and evaporation of the solvent
  9. customgave a crude product

出典と根拠

ORDレコード
ord-4d658a9e2054498bae3fffe25b70893b
出典データセット
uspto-grants-2001_06
特許番号
US06251912B1

反応ノート

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